Punishment (1,777)

TS Juliana Belfort and Hex Fetish: Hotel Room Desires (720p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking - Trans Anal - Trans Sex

63% HD 0:28 / 25:53

TS Juliana Belfort and Hex Fetish: Hotel Room Desires (720p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking - Trans Anal - Trans Sex

Clips4sale 4 months ago

Futa Step-Sis’s Belly Perv Punishment Feat Aria Nicole 1080p

HD 0:10 / 19:56

Futa Step-Sis’s Belly Perv Punishment Feat Aria Nicole 1080p

LoyalFans 5 months ago

punishment JOI: futa teacher makes you cum on your face

punishment JOI: futa teacher makes you cum on your face

LoyalFans 1 year ago

Guy Transformed into Hot Babe Gives Footjob as Punishment

Guy Transformed into Hot Babe Gives Footjob as Punishment

xHamster 2 years ago

Sissy slut in double domination double penetration Tsgirl Queen and Maisa Pravo

Sissy slut in double domination double penetration Tsgirl Queen and Maisa Pravo

Clips4sale 7 months ago

Fucked by the Boss - Punished for a slutty uniform

HD 0:10 / 14:42

Fucked by the Boss - Punished for a slutty uniform

LoyalFans 1 year ago

New Electro Slut Called by Field Telephone Pain

60% HD 0:30 / 10:52

New Electro Slut Called by Field Telephone Pain

Clips4sale 1 year ago

Spit Slave Cleaning Duties Part 1 of 2 Clean Jessicas Spit And Heels

Spit Slave Cleaning Duties Part 1 of 2 Clean Jessicas Spit And Heels

xHamster 9 months ago

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 6 OF 6 - MP4

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 6 OF 6 - MP4

Clips4sale 9 months ago

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, kendra james, pegging wmv

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, kendra james, pegging wmv

Clips4sale 3 years ago

Buried Under Shemale Lanah Frias Perfect Ass - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

HD 0:30 / 33:52

Buried Under Shemale Lanah Frias Perfect Ass - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

Clips4sale 4 months ago

secretary caught jerking off

66% HD 0:10 / 39:44

secretary caught jerking off

Clips4sale 2 years ago

Stepson Caught gooning gets pegged and fisted by London River (2024 AVN Domme of the year)

66% HD 0:10 / 21:18

Stepson Caught gooning gets pegged and fisted by London River (2024 AVN Domme of the year)

Clips4sale 2 years ago

Pay Back Your Debt

Pay Back Your Debt

xHamster 2 months ago

from cheater to sissy: punishment pegging from futa mommy

55% HD 0:10 / 13:09

from cheater to sissy: punishment pegging from futa mommy

LoyalFans 2 years ago

from cheater to sissy: punishment pegging from futa mommy - full video on Veggiebabyy Manyvids

from cheater to sissy: punishment pegging from futa mommy - full video on Veggiebabyy Manyvids

xHamster 3 years ago

The Story of Kt 2 by Mistress April

The Story of Kt 2 by Mistress April

xHamster 2 years ago

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 2

HD 0:10 / 10:09

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 2

LoyalFans 2 years ago

TS Juliana Belfort and Hex Fetish: Hotel Room Desires (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking - Trans Anal - Trans Sex

61% HD 0:28 / 25:53

TS Juliana Belfort and Hex Fetish: Hotel Room Desires (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking - Trans Anal - Trans Sex

Clips4sale 4 months ago

Punishment Spanking and Reward Sex Dani Sorrento

Punishment Spanking and Reward Sex Dani Sorrento

APClips 1 year ago

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls wmv

58% HD 0:51 / 26:15

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls wmv

Clips4sale 2 years ago

Bondage Sissy Bitch - 720HD

Bondage Sissy Bitch - 720HD

Clips4sale 3 years ago

Shemale Lanah Frias Dirty Farting Punishment VII

Shemale Lanah Frias Dirty Farting Punishment VII

Clips4sale 2 months ago

Naughty Boyfriend's Cross-Dressing Punishment

HD 0:10 / 21:59

Naughty Boyfriend's Cross-Dressing Punishment

LoyalFans 1 year ago

Femdom Mistress fucks Sissy slut ass, Chastity Punishment 🔐 @Sasha_de_Sade & Saskia_de_Sade

Femdom Mistress fucks Sissy slut ass, Chastity Punishment 🔐 @Sasha_de_Sade & Saskia_de_Sade

aShemaleTube 1 year ago

Blonde sissy pays the dick price for her disobedience

Blonde sissy pays the dick price for her disobedience

xHamster 4 years ago

Slut gets roughly used and dominated by bbc on onlyfans - amateur pov rimming and bareback with ebony femboy

Slut gets roughly used and dominated by bbc on onlyfans - amateur pov rimming and bareback with ebony femboy

SexTubeSpot 1 year ago

POV - Spying Futa Cock Crush Punishment ft Giantess Tegan Trex - 1080hd - 0535

POV - Spying Futa Cock Crush Punishment ft Giantess Tegan Trex - 1080hd - 0535

Clips4sale 3 years ago

Will you keep me in line?

Will you keep me in line?

xHamster 8 months ago

Coming home from the gym I love that this big cock is waiting for me

Coming home from the gym I love that this big cock is waiting for me

xHamster 2 years ago

Sissy Hubby in Chastity Trained to Suck Cock by Nikki Whiplash WL1759

68% 0:10 / 17:46

Sissy Hubby in Chastity Trained to Suck Cock by Nikki Whiplash WL1759

Clips4sale 1 year ago

Throated by an xtube fan in the car: onlyfans supahead21s wild ride

Throated by an xtube fan in the car: onlyfans supahead21s wild ride

SexTubeSpot 1 year ago

Deep Throat Training w Nose Plug

HD 0:10 / 16:10

Deep Throat Training w Nose Plug

LoyalFans 8 months ago

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment FULL VIDEO ON LAYNELOVEE MANYVIDS

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment FULL VIDEO ON LAYNELOVEE MANYVIDS

xHamster 2 years ago

AB120 Voluntary M Slave Secretary -cumshot.stocking-covered glans punishment - 志願M奴隸秘書-丝袜龟头责

AB120 Voluntary M Slave Secretary -cumshot.stocking-covered glans punishment - 志願M奴隸秘書-丝袜龟头责

aShemaleTube 7 months ago

Playing with my LatexToy pt 4 of 4 1080p

83% HD 0:20 / 13:08

Playing with my LatexToy pt 4 of 4 1080p

Clips4sale 1 year ago

STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL

46% HD 0:25 / 21:05

STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL

Clips4sale 1 year ago

My big sissy bitch get's punished

57% HD 0:10 / 11:08

My big sissy bitch get's punished

LoyalFans 2 years ago

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 6

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 6

LoyalFans 2 years ago

Railed with Double Dick

HD 0:10 / 10:11

Railed with Double Dick

LoyalFans 2 years ago

premature cum = painal for caged sissy

premature cum = painal for caged sissy

LoyalFans 8 months ago

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

46% HD 0:10 / 9:40

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

LoyalFans 1 year ago

Luscious Ladies In Latex: A TS Seduction Collection

49% 0:11 / 1:46:28

Luscious Ladies In Latex: A TS Seduction Collection

C4S 2 years ago

Fucking Machine

67% HD 0:11 / 14:09

Fucking Machine

Clips4sale 3 years ago

Femboy Craves CBT Punishment

73% HD 0:10 / 8:18

Femboy Craves CBT Punishment

Clips4sale 4 years ago

Her Prisoner Part 24 - Sissy Training VII

59% 4K 0:51 / 10:40

Her Prisoner Part 24 - Sissy Training VII

Clips4sale 2 years ago

Groupie Hotel Orgy - PART TWO

HD 0:10 / 16:41

Groupie Hotel Orgy - PART TWO

LoyalFans 8 months ago

Cuck Yourself & Bring Me A Better Fuck

Cuck Yourself & Bring Me A Better Fuck

APClips 1 year ago

Sissy slave Harley Quinn punished and fucked

Sissy slave Harley Quinn punished and fucked

xHamster 4 years ago

Stepsister Sissification JOI Custom

Stepsister Sissification JOI Custom

APClips 1 year ago

First Time BDSM Vibrator Torture Ass and Clit

First Time BDSM Vibrator Torture Ass and Clit

xHamster 2 years ago

Sissy Baby Step Son Part 1 Make The Bitch Twitch

59% 0:11 / 10:31

Sissy Baby Step Son Part 1 Make The Bitch Twitch

Clips4sale 3 years ago

Sissy Punishment Room

Sissy Punishment Room

xHamster 1 month ago

Burying The Bone In Puppy's Backyard : T4T Pet Play Anal Fucking With Spanking, Blowjob, BDSM, Frotting, Gape and Cumshot

4K 0:29 / 18:07

Burying The Bone In Puppy's Backyard : T4T Pet Play Anal Fucking With Spanking, Blowjob, BDSM, Frotting, Gape and Cumshot

Clips4sale 1 year ago

Assfucked Maid Jasmine *4K*

Assfucked Maid Jasmine *4K*

Clips4sale 1 year ago

Bondage Sissy Bitch - 1080HD

Bondage Sissy Bitch - 1080HD

Clips4sale 3 years ago

Unshaved Twat Punishment : Figging and Chili Sauce

Unshaved Twat Punishment : Figging and Chili Sauce

ShemaleSin 4 years ago

FULL CLIP! Breakfast slave for cute tranny girl! He gets spit on and fucked in his ass!

61% HD 0:25 / 21:34

FULL CLIP! Breakfast slave for cute tranny girl! He gets spit on and fucked in his ass!

Clips4sale 1 year ago

CAUGHT & FEMINIZED BY PATRIARCH

CAUGHT & FEMINIZED BY PATRIARCH

Clips4sale 7 months ago

Diapered and spanked

Diapered and spanked

Clips4sale 4 years ago

Futa Destroys Your Cock & Balls - Ft Imilia Audley

HD 0:25 / 17:37

Futa Destroys Your Cock & Balls - Ft Imilia Audley

Clips4sale 11 months ago

Sissy bride chastity - Wedding night tease

50% 0:11 / 12:31

Sissy bride chastity - Wedding night tease

Clips4sale 2 years ago

EvilWoman: TS slut destroyed with huge dildo

64% 0:31 / 11:28

EvilWoman: TS slut destroyed with huge dildo

Clips4sale 3 months ago

Flame and Control

Flame and Control

LoyalFans 5 months ago

Deep Learning

4K 0:54 / 15:07

Clips4sale 3 years ago

futa step-mommy pegs you - punished for stealing panties - HD - wmv

HD 0:30 / 15:15

futa step-mommy pegs you - punished for stealing panties - HD - wmv

Clips4sale 3 years ago

The Reformatory Part 2

64% 0:19 / 27:40

The Reformatory Part 2

Clips4sale 8 months ago

Shemale Louyse Hills Perfect Ass On Top II

61% HD 0:06 / 5:10

Shemale Louyse Hills Perfect Ass On Top II

Clips4sale 3 years ago

Double Stinky Sock Gag for the Workout Girl

Double Stinky Sock Gag for the Workout Girl

Clips4sale 3 years ago

Shemale Suelly Matos Interracial Facesiitting - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

HD 0:30 / 33:34

Shemale Suelly Matos Interracial Facesiitting - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

Clips4sale 4 months ago

Bad Girl Punished 3

Bad Girl Punished 3

Clips4sale 2 years ago

Loser slave loses bet against 7 Dommes and is gangbanged (720 EN-sub)

HD 0:31 / 23:10

Loser slave loses bet against 7 Dommes and is gangbanged (720 EN-sub)

Clips4sale 2 years ago

Nylon Domination: Encased in her Nylons then covered in her cum

53% 0:30 / 19:08

Nylon Domination: Encased in her Nylons then covered in her cum

Clips4sale 1 year ago

TS-Kristy Punished and Helpless in Pillory as Dominatrix Delivers Relentless Whipping and Spanking for Disobedience (HD)

64% HD 0:30 / 23:58

TS-Kristy Punished and Helpless in Pillory as Dominatrix Delivers Relentless Whipping and Spanking for Disobedience (HD)

Clips4sale 7 months ago

Sissy Maid Gets Some Anal Play

Sissy Maid Gets Some Anal Play

LoyalFans 3 years ago

WITH SUBTITLES: Sexual Punishment From Futa Principal - Ft Imilia Audley

WITH SUBTITLES: Sexual Punishment From Futa Principal - Ft Imilia Audley

Clips4sale 5 months ago

Teacher's pets get teacher's treats

4K 0:19 / 25:40

Teacher's pets get teacher's treats

Clips4sale 2 years ago

Step-Nephew to Step-Niece - Sissy Transformation

64% 0:30 / 11:59

Step-Nephew to Step-Niece - Sissy Transformation

Clips4sale 1 year ago

Trans Ria Bentley Gets Peg Punished By Dana Delvey

78% 0:30 / 21:27

Trans Ria Bentley Gets Peg Punished By Dana Delvey

Clips4sale 8 months ago

Sissy in Burqa: Height Humiliation and Domination - Candid Session with Goddess Marcy

56% HD 0:25 / 10:57

Sissy in Burqa: Height Humiliation and Domination - Candid Session with Goddess Marcy

Clips4sale 1 year ago

Milking My Rubber Slut (1080p)

62% HD 0:01 / 10:02

Milking My Rubber Slut (1080p)

Clips4sale 4 years ago

Nara and TS Bruna double penetrate Hex and made to eat his own cum (720 EN-sub)

46% 4K 0:34 / 20:40

Nara and TS Bruna double penetrate Hex and made to eat his own cum (720 EN-sub)

Clips4sale 3 years ago

HOT WIFE PEGS YOU WITH THE STRAPON - Small Penis Humiliation Mind Fuck [Hotwife] [Strapon] [Pegging]

HOT WIFE PEGS YOU WITH THE STRAPON - Small Penis Humiliation Mind Fuck [Hotwife] [Strapon] [Pegging]

Clips4sale 1 year ago

Slut Roast

Clips4sale 4 months ago

Cheap Slut Part 3 Rimming Whore

Premium 49% 9:18

Cheap Slut Part 3 Rimming Whore

APClips 1 year ago

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 2 OF 5 - WMV

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 2 OF 5 - WMV

Clips4sale 9 months ago

Slut Training PT1 - That Mouth is doing a poor job - 480P

65% 0:15 / 8:05

Slut Training PT1 - That Mouth is doing a poor job - 480P

Clips4sale 2 years ago

A Bet's A Bet w/ Nikki Venus

A Bet's A Bet w/ Nikki Venus

APClips 1 year ago

Worship my big cock or be fucked and punished, vf3300x 2160p

55% 4K 0:20 / 15:25

Worship my big cock or be fucked and punished, vf3300x 2160p

Clips4sale 9 months ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 4 OF 5 - MP4

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 4 OF 5 - MP4

Clips4sale 1 year ago

Femdom Ts Pool Party Fuck Fest

58% HD 0:11 / 26:16

Femdom Ts Pool Party Fuck Fest

Clips4sale 4 years ago

DIAPERING & HUMILIATING DUMB BABY BAMBI HART

55% 0:30 / 9:35

DIAPERING & HUMILIATING DUMB BABY BAMBI HART

Clips4sale 1 year ago

Punishing our Puny Sub - FtM Jaq Quicksilver and BBW Milf Sydney Screams dominate Fxxk Buck - an impact scene using spanking, paddling, and flogging - 1080 mp4

HD 0:28 / 10:12

Punishing our Puny Sub - FtM Jaq Quicksilver and BBW Milf Sydney Screams dominate Fxxk Buck - an impact scene using spanking, paddling, and flogging - 1080 mp4

Clips4sale 1 year ago

MY VERY OWN RUBBERDOLL -Ch1: gagged, Slapped, whipped and punished -cam2

67% 4K 0:38 / 17:23

MY VERY OWN RUBBERDOLL -Ch1: gagged, Slapped, whipped and punished -cam2

Clips4sale 1 year ago

Kelly Shore & Jason Miller

66% 0:11 / 43:23

Kelly Shore & Jason Miller

C4S 2 years ago

Punishing You Makes Stepmom's Cock Grow - Ft Imilia Audley

45% HD 0:34 / 27:25

Punishing You Makes Stepmom's Cock Grow - Ft Imilia Audley

Clips4sale 11 months ago

Diaper Punishment For Trans Girl From StepMommy

Diaper Punishment For Trans Girl From StepMommy

Clips4sale 1 year ago

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - FULL VERSION - WMV

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - FULL VERSION - WMV

Clips4sale 9 months ago

Maso slave treated hard by Tranny Dom! Outdoor CBT, ballbusting and mouthfuck!

64% HD 0:30 / 15:31

Maso slave treated hard by Tranny Dom! Outdoor CBT, ballbusting and mouthfuck!

Clips4sale 2 years ago

SHEMALE DOMINATION - 75 - YASMIN CASTRO & RICK BITCH - FULL VERSION - MP4

SHEMALE DOMINATION - 75 - YASMIN CASTRO & RICK BITCH - FULL VERSION - MP4

Clips4sale 9 months ago

Bratty Satin Office Girl Jessica Kat Learns a Lesson

70% 0:25 / 17:35

Bratty Satin Office Girl Jessica Kat Learns a Lesson

Clips4sale 1 year ago

Sissys Locktober 2/2

Premium 65% 9:31

Sissys Locktober 2/2

APClips 1 year ago

Mistress And Her Property

Mistress And Her Property

Clips4sale 2 years ago

Panty-Stealing Husband

Panty-Stealing Husband

Clips4sale 11 months ago

Trans Sub Ana Cums Over and Over PART 1

61% HD 0:30 / 8:40

Trans Sub Ana Cums Over and Over PART 1

Clips4sale 4 years ago

Ftm Soldier Receives Humiliating Pussy Discipline Training

60% HD 0:30 / 15:06

Ftm Soldier Receives Humiliating Pussy Discipline Training

Clips4sale 1 year ago

Her Prisoner Part 23 - Sissy Training VI **wmv version**

63% 4K 0:45 / 10:09

Her Prisoner Part 23 - Sissy Training VI **wmv version**

Clips4sale 2 years ago

Whips and Feet (HD)

63% HD 0:30 / 12:26

Whips and Feet (HD)

Clips4sale 1 year ago

TWOFOLD: Two Taboo Futas

Premium HD 30:40

TWOFOLD: Two Taboo Futas

Clips4sale 1 year ago

Girlfriend turns you into a Bimbo Sissy - Encouraged Feminisation

Girlfriend turns you into a Bimbo Sissy - Encouraged Feminisation

Clips4sale 2 years ago

Tranny Business Bitch with vibro light plug in her ass! Facials by two cocks! FULL CLIP

HD 0:30 / 13:25

Tranny Business Bitch with vibro light plug in her ass! Facials by two cocks! FULL CLIP

Clips4sale 1 year ago

Mistress Yuna & Lady Lexi - The Whipped Maids - Mobile

Mistress Yuna & Lady Lexi - The Whipped Maids - Mobile

Clips4sale 2 years ago

Suffer With Shemale Bianca Rosa Dirty Farts III

58% HD 0:30 / 5:10

Suffer With Shemale Bianca Rosa Dirty Farts III

Clips4sale 1 year ago

(4K) Anal Piggy Punishment: Pegging with Chastity, Humiliation, and Deep Fisting (4K)

65% 4K 0:30 / 58:54

(4K) Anal Piggy Punishment: Pegging with Chastity, Humiliation, and Deep Fisting (4K)

Clips4sale 1 year ago

Red hot sissy nips

Red hot sissy nips

Clips4sale 4 months ago

Subby TS girl gets fucked by Alpha and Mistress

65% 0:22 / 14:11

Subby TS girl gets fucked by Alpha and Mistress

Clips4sale 2 years ago

Sissy Serf Tgirl Punished & Banged - Full Episode

Sissy Serf Tgirl Punished & Banged - Full Episode

ShemaleSin 4 years ago

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, pegging, kendra james

51% 0:11 / 24:28

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, pegging, kendra james

Clips4sale 3 years ago

Secretary Gets Extreme Futanari Punishment

55% HD 0:10 / 50:21

Secretary Gets Extreme Futanari Punishment

LoyalFans 2 years ago

Punishment Day In Atlanta (1080p)

46% HD 0:30 / 7:51

Punishment Day In Atlanta (1080p)

Clips4sale 1 year ago

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